Synthesis and Application of Two Organic Dyes for Dye-Sensitized Solar Cells


Journal: Vol.6, No.2, Spring 2013 - Article 5   Pages :   Until 



Article Code:
PCCC-03-03-2013-229

Authors:
M. Hosseinnezhad: Institute of Color Science and Technology - Department for Organic Colorants
S. Moradian: Amirkabir University of Technology - Faculty of Polymer and Color Engineering
K. Gharanjig: Institute for Color Science and Technology - Department of Organic Colorants


Article's abstract:

In the present study, two new organic dyes based on indigo were prepared and used as sensitizers in dye-sensitized solar cells. To this end, indoxyl was utilized as the electron donor and cyanoacrylic acid as the electron acceptor anchoring groups. These dyes together with their corresponding intermediates were purified and characterized by FTIR, 1HNMR, 13CNMR, elemental analysis and UV-Visible analytical techniques. Spectrophotometric evaluations of the prepared dyes in solution and on a TiO2 substrate were carried out in order to assess changes in the status of the dyes. The results show that the dyes form j-type aggregates on the TiO2 substrate. Finally, dye sensitized solar cells were fabricated in order to determine the current density/ photovoltage curves and conversion efficiencies of each dye.


Keywords:
Indigo; Dye-sensitized solar cells; Sensitizers; Photovoltaic materials; conversion efficiencies; photocurrent-photovoltage curves.

References:
1. B. O'Regan, M. Grätzel, A low cost, high efficiency solar cell based on dye-sensitized colloidal TiO2 films, Nature, 353(1991), 737-740.#2. T. Wu, M. Tsao, F. Chen, S. Su, C. Chang, H. Wang, Y. Lin, W. Yang, I. Sun, Synthesis and characterization of organic dyes containing various donors and acceptors, Int. J. Mol. Sci., 11(2010), 329-353.#3. (a) K. Hara, K. Sayama, Y. Ohga, A. Shinpo, S. Suga, H. Arakawa, A coumarin derivative dye sensitized nanocrystalline TiO2 solar cell having a high solar energy conversion efficiency up to 5.6%, Chem Commun., 2001, 569-570; (b) K. Hara, T. Sato, R. Katoh, A. Furude, Y. Ohga, A. Shinpo, S. Suga, K. Sayama, H. Sugihara, H. Arakawa, Molecular design of coumarin dyes for efficient dye-sensitized solar cells, J. Phys. Chem. B, 107(2003), 597-606; c) A. Furube, R. Katoh, K. Hara, T. Sato, S. Murata, H. Arakawa, M. Tachiya, Lithium ion effect on electron injection from a photoexcited coumarin derivative into a TiO2 nanocrystalline film investigated by visible to IR ultrafast spectroscopy, J. Phys. Chem. B, 109(2005), 16406-16414; d) Z. Wang, Y. Cui, K. Hara, Y. Danoh, C. Kasada, A. Shinpo, A high light harvesting efficiency coumarin dye for stable dye-sensitized solar cells, Adv. Mater., 19(2007), 1138-1141.#4. (a) K. Hara, M. Kurashige, S. Ito, A. Shinpo, S. Suga, K. Sayama, H. Arakawa, Novel polyene dyes for highly efficient dye-sensitized solar cells, Chem. Commun., 2003, 252-253; (b) M. Velusamy, K. Thomas, J. Lin, Y. Hsu, K. C. Ho, Organic dyes incorporating low-band-gap chromophores for dye-sensitized solar cells, Org. Lett., 7(2005), 1899-1902; (c) S. Li, K. Jiang, K. Shao, L. Yang, Novel organic dyes for efficient dye-sensitized solar cell, Chem. Commun., 2006, 2792-2794; (d) R. Chen, X. Yang, H. Tian, L. Sun, Tetrahydroquinoline dyes with different spacers for organic dye-sensitized solar cells, J. Photochem. Photobiol., A, 189(2007), 295-300; (e) P. Qin, X. Yang, R. Chen, L. Sun, Influence of π-conjugation units in organic dyes for dye-sensitized solar cells, J. Phys. Chem. C, 111(2007), 1853-1860.#5. (a) Z. Wang, F. Li, C. Huang, Highly efficient sensitization of nanocrystalline TiO2 films with styryl benzothiazolium propylsulfonate, Chem. Commun., 2000, 2063-2064; (b) Z. Wang, F. Li, C. Huang, Photocurrent enhancement of hemicyanine dyes containing RSO3- group through treating TiO2 films with hydrochloric acid, J. Phys. Chem. B, 105(2001), 9210-9217; (c) Q. Yao, L. Shan, F. Li, D. Yin, C. Huang, An expanded conjugation photosensitizer with two different adsorbing groups for solar cells, New J. Chem., 27(2003), 1277-1283.#6. (a) N. Koumura, Z. Wang, S. Mori, M. Miyashita, E. Suzuki, K. Hara, Alkyl-functionalized organic dyes for efficient molecular photovoltaics, J. Am. Chem. Soc., 128(2006), 14256-14257; (b) Z. Wang, N. Koumura, Y. Cui, M. Takahashi, H. Sekiguchi, A. Mori, T. Kubo, A. Furube, K. Hara, Hexylthiophene functionalized carbazole dyes for efficient molecular photovoltaics: tuning of solar-cell performance by structural modification, Chem. Mater., 20(2008), 3993-4003.#7. S. Ito, H. Miura, S. Uchida, M. Takata, K. Sumioka, P. Liska, P. Comte, P. Péchy, M. Grätzel, High-conversion-efficiency organic dye-sensitized solar cells with a novel indoline dye, Chem. Commun., (2008), 5194-5196.#8. A. Khazaji, S. Hotchandani, S. Das, P. Kamat, Controlling dye (merocyanine-540) aggregation on nanostructured TiO2 films: an organized assembly approach for enhancing the efficiency of photosensitization, J. Phys. Chem. B, 103(1999), 4693-4700.#9. T. Kanti Pradhan, A. De, J. Mortier, Application of directed metalation in synthesis. Part 8: Interesting example of chemoselectivity in the synthesis of thioaurones and hydroxy ketones and a novel anionic ortho-Fries rearrangement used as a tool in the synthesis of thienopyranones and thiafluorenones, Tetrahedron, 6(2005), 9007-9017.#10. M. Matsui, T. Fujita, Y. Kubota, K. Funabiki, J. Jin, T. Yoshida, H. Miura, The use of indoline dyes in a zinc oxide dye-sensitized solar cell, Dyes Pigm., 80(2009), 233-238.#11. M. Nazeeruddin, A. Kay, I. Rodicio, R. Humpbry-Baker, E. Miiller, P. Liska, N. Vlachopoulos, M. Grätzel, Conversion of light to electricity by cis-X2bis(2,2'-bipyridyl-4,4'-dicarboxylate) ruthenium(II) charge-transfer sensitizers (X = Cl-, Br-, I-, CN-, and SCN-) on nanocrystalline titanium dioxide electrodes, J. Am. Chem. Soc., 115(1993), 6382-6390.#12. P. Sommeling, B. Oregan, R. Haswell, H. Smit, N. Bakker, T. Smits, J. Kroon, J. Roosmalen, Influence of a TiCl4 post-treatment on nanocrystalline TiO2 films in dye-sensitized solar cells, J. Phys. Chem. B, 110(2006), 19191-19197.#13. M. Tabatabaee, H. Bagheri, M. Shahvazian, Application of thionine dye for highly sensitive and selective catalytic kinetic determination of Osmium, Prog. Color Colorants Coat., 3(2010), 33-40.#14. M. Liang, W. Xu, F. Cai, P. Chen, B. Peng, J. Chen, Z. Li, New triphenylamine-based organic dyes for efficient dye-sensitized solar cells, J. Phys. Chem. C, 111(2007), 4465-4472.#15. S. Kim, J. Lee, S. Kang, J. Ko, J. Yung, S. Fantacci, F. DeAngelis, M. DiCenco, K. Nazeeruddin, M. Gratzel, Molecular engineering of organic sensitizers for solar cell applications, J. Am. Chem. Soc., 128(2006), 16701-16707.#16. L. Schmidt Mende, U. Bach, R. Baker, T. Horiuchi, H. Miura, S. Ito, S. Uchida, M. Gratzel, Organic dyes for highly efficient solid-state dye-sensitized solar cells, Adv. Mater., 17(2005), 813-815.#17. D. Hagberg, J. Yum, H. Lee, F. Angelis, T. Marinado, K. Karlsson, R. Humphry Baker, L. Sun, A. Hagfedt, M. Gratzel, M. Nazeeruddin, Molecular engineering of organic sensitizers for dye-sensitized solar cell applications, J. Am. Chem. Soc., 130(2008), 6259-6266.#18. S. Park, Y. Won, Y. Choi, J. Kim, Molecular design of organic dyes with double electron acceptor for dye-sensitized solar cell, Energy Fuels, 23(2009), 3732-37326. #19. G. Boschloo, A. Hagfeldt, Activation energy of electron transport in dye-sensitized TiO2 solar cells, J. Phys. Chem. B, 109(2005), 12093-12098.#20. M. Matsui, T. Fujita, Y. Kubota, K. Funabiki, J. Jin, T. Yoshida, H. Miura, Substituent effects in a double rhodanine indoline dye on performance of zinc oxide dye-sensitized solar cell, Dyes Pigm., 86(2010), 143-148.#21. A. Khosravi, K. Gharanjig, S. Moradian, M. Hosseinnezhad, A Kinetic study on the dissolution of tqwo naphthalimide based synthesized disperse dyestuffs in the presence of dispersing agent, Prog. Color Colorants Coat., 4(2011), 107-112.#22. K. Hara, T. Sato, R. Katoh, A. Furube, Y. Ohga, A. Shinpo, Molecular design of coumarin dyes for efficient dye-sensitized solar cells, J. Phys. Chem. B, 107(2003), 597-606.#23. F. Dolatzadeh, S. Moradian, M. M. Jalili, Effect of nano silica on moisture absorption of polyurethane clear coat as studied by EIS and gravimetric methods, Prog. Color Colorants Coat., 3(2010), 92-100.


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Manager-in-Chief:
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